Halogenated phenoxy compounds

ABSTRACT

Unsaturated halogenated phenoxy compounds are described. They are prepared by opening the corresponding halogenated phenoxy cycopentenones and are employed as herbicides.

United States Patent [1 3,668,242 Wei] et al. 1 June 6, 1972 [54] HALOGENATED PHENOXY 58 Field ofSearch ..260/52l A, 473 o, 471 518 A, COMPOUNDS 260/520, 559 B [72] Inventors: Edward D. Weil, Yonkers; Jerome Linder, [56] References Cited Westfield, both of NJ.

[73] Assignee: Hooker Chemical Corporation, Niagara OTHER PUBLICATIONS Falls, NY. Weil et al. J. Org Chem. Vol. 28 (9) p. 2,218- 2,225 i963 [22] Flled: May 9 Primary Examiner-Lorraine A. Weinberger [21] App]. No; 821,106 Assistant ExaminerPaul J. Killas 0 AttorneyPeter F. Casella, Donald C. Studley, Richard H Related Appllcatwn Data Mueller, James F. Mudd and William J. Schramm [62] Division of SerfNo. 635,929, Dec. 2, 1966, Pat. No.

3,443,016, which is a division of Ser. No. 233,873, [57] ABSTRACT 1962, l- 3,347,929- Unsaturated halogenated phenoxy compounds are described. They are prepared by opening the corresponding halogenated [52] US. Cl. ..260/521 A, 260/47] R, 260/473 G, phenoxy cycopemenones and are employed as herbicides 260/520, 260/559 B, 424/331 [51 Int. Cl ..C07c 65/02 6 Claims, No Drawings M is selected from the group consisting of hydrogen, alkali metal, and alkyl X is selected from the group consisting of halogen, nitro,

phenyl, alkoxy, and carboxy HALOGENATED PHENOXY COMPOUNDS CROSS REFERENCE This application is a division of Ser. No. 635,929, filed Dec. 2, 1966 now US. Pat. No. 3,443,016 issued May 6, 1969 which was a division of Ser. No. 233,873, filed Oct. 29, 1962, now U.S. Pat. No. 3,347,929, issued Oct. 17, 1967.

INCORPORATION BY REFERENCE Reference is hereby made to US. Pat. Nos. 3,347,929 and 3,443,016. All subject matter therein is incorporated herein by reference.

SUMMARY OF INVENTION Unsaturated halogenated phenoxy compounds are prepared by ring opening the corresponding halogenated phenoxy cyclopentenones with a base. The compounds resulting from said ring opening are useful as herbicidal compounds.

What is claimed is:

1. A compound having the formula wherein B is selected from the group consisting of Z is a halogen of atomic weight between 35 and 81; D is selected from the group consisting of wherein Z is a halogen of atomic weight between 35 and 81; D is selected from the group consisting of nisfromOto 5.

3. A compound of claim 2 having the structure 4. A compound of claim 1 having the structure 5. A compound of claim 2 having the structure 6. A compound of claim 2 having the structure 

2. A compound having the formula
 3. A compound of claim 2 having the structure
 4. A compound of claim 1 having the structure
 5. A compound of claim 2 having the structure
 6. A compound of claim 2 having the structure 